2,3,5-Trifluorophenylboronic Acid → HCID 86679872, compound

Participants

Reaction Steps

Using the conditions of General Procedure B for Suzuki Coupling and Hydrolysis in Parallel Mode, 2-bromo-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid methyl ester (which may be prepared as described for Intermediate 6; 89 mg, 0.2 mmol) was reacted with 2,3,5-trifluorophenylboronic acid (available from Combi-Blocks Inc.; 70 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2′,3′,5′-trifluoro-biphenyl-2-carboxylic acid (23 mg, 24%). 1H NMR (400 MHz, DMSO-d6) δ 13.36 (br s, 1H), 8.55 (s, 1H), 8.50 (s, 1H), 8.28-8.39 (m, 2H), 8.10 (d, J=8.3 Hz, 1H), 7.77 (dd, J=8.4, 1.6 Hz, 1H), 7.54-7.66 (m, 2H), 7.22-7.28 (m, 1H).

Provenance & Evidence